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Bailo Karen

SEC insider (Form 3/4/5 filer). CIK 0001828559. Commercial Lines President at PROGRESSIVE CORP/OH/ (PGR). 26 reported Form 4/5 transactions since Sep 2024; latest on Oct 9, 2026. Located in MAYFIELD VILLAGE, OH.

Companies Bailo Karen has filed insider reports for

  • PROGRESSIVE CORP/OH/ (PGR): Officer, Commercial Lines President
Bailo Karen profile photo

Bailo Karen

CIK: 0001828559

Transaction Breakdown

Open Market Buys (P)0 (0.0%)

High conviction signal

Open Market Sales (S)5 (19.2%)

Position reduction

Option Exercises (M)3 (11.5%)

Derivative conversions

Awards (A)13 (50.0%)

Compensation grants

Other (G, F, J, C, D, …)5 (19.2%)

Gifts, tax withholding, conversions, dispositions to the issuer and other codes

Companies & Roles (1)

PROGRESSIVE CORP/OH/ logo
PGR

PROGRESSIVE CORP/OH/

Officer

Discretionary Trading P&L

Holdings

Transaction History (26 total)

  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Oct 9, 2026
    Award

    Restricted Stock Unit

    Direct
    7 shares-
  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Jul 27, 2026
    Sale
    Direct
    8.5K shares at avg. $212.71$1.8M
  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Jul 24, 2026
    Tax Payment
    Direct
    6.6K shares at avg. $211.90$1.4M
  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Jul 24, 2026
    Award
    Direct
    15K shares-
  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Jul 10, 2026
    Award

    Restricted Stock Unit

    Direct
    6 shares-
  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Apr 10, 2026
    Award

    Restricted Stock Unit

    Direct
    7 shares-
  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Mar 24, 2026
    Award

    Restricted Stock Unit

    Direct
    3.4K shares-
  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Mar 5, 2026
    Sale
    Direct
    3.5K shares at avg. $212.00$746K
  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Jan 20, 2026
    Exercise
    Direct
    5.1K shares-
  • PROGRESSIVE CORP/OH/ logo
    PGR

    PROGRESSIVE CORP/OH/

    Jan 20, 2026
    Tax Payment
    Direct
    1.5K shares at avg. $201.32$311K

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